4-(azidomethyl)-2-bromo-1-methoxybenzene | 1248517-38-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(azidomethyl)-2-bromo-1-methoxybenzene
• CAS: 1248517-38-5
• 化学式: C₈H₈BrN₃O
• 分子量: 242.075
• InChiKey: UZBWQSWASRRNGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  23.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(azidomethyl)-2-bromo-1-methoxybenzene 在 1-羟基苯并三唑 、 copper(II) sulfate 、 sodium ascorbate 、 N,N-二异丙基乙胺 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 60.0h， 生成 N-(4-aminobutyl)-1-[(3-bromo-4-methoxyphenyl)methyl]triazole-4-carboxamide;2,2,2-trifluoroacetic acid
  参考文献：
  名称：

  Click-based synthesis of bromotyrosine alkaloid analogs as potential anti-biofilm leads for SAR studies

  摘要：

  A library of triazole-based analogs of bromotyramine alkaloids such as verongamines, hemibastadins, pseudoceramine D and clavatidine E was designed in order to identify promising leads that may help in the control of bacterial biofilms. Twenty-three compounds were screened for their biofilm inhibitory activity against three strains of Gram-negative bacteria. SAR studies revealed that hemibastadins analogs were the most active compounds which act as inhibitors of biofilm development (EC50 8.8-29 mu M) without effect on bacterial growth even at high concentrations (100 mu M). (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.10.073
• 作为产物：
  描述：

  3-溴-4-甲氧基苄醇 在 叠氮磷酸二苯酯 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲苯 为溶剂， 以86%的产率得到4-(azidomethyl)-2-bromo-1-methoxybenzene
  参考文献：
  名称：

  1,2,3-Triazole analogs of combretastatin A-4 as potential microtubule-binding agents

  摘要：

  A series of cis-restricted 1,4- and 1,5-disubstituted 1,2,3-triazole analogs of combretastatin A-4 (1) have been prepared. Cytotoxicity and tubulin inhibition studies showed that 2-methoxy-5-((5-(3,4,5-trimethoxyphenyl)-1H-1,2,3-triazol-1-yl)methyl)aniline (5e) and 2-methoxy-5-(1-(3,4,5-trimethoxybenzyl)-1H-1,2,3-triazol-5-yl)aniline (6e) were two of the most active compounds. Molecular modeling studies revealed that the N-2 and N-3 atoms in the triazole rings in 5e and 6e did not form hydrogen bonds with the amino acids in the anticipated pharmacophore. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.07.032

文献信息

• RAFT polymerization of bromotyramine-based 4-acryloyl-1,2,3-triazole: a functional monomer and polymer family through click chemistry
  作者：Sofyane Andjouh、Christine Bressy、Yves Blache

  DOI：10.1039/c5ra27578d

  日期：——

  between the triazole and bromotyramine groups on the polymerization kinetics was studied. It was found that triazoles containing acrylate monomers are characterized by fast polymerization and polymers with controlled molar masses (20 000 g mol−1) and low dispersities (ĐM < 1.5) can be prepared. Glass transition temperatures of these acrylic polymers ranged from 48 °C to 20 °C by controlling the length

  成功地合成了四种新的由溴乙胺衍生的功能性丙烯酰基-三唑单体。这些单体由有机叠氮化物和丙烯酸炔丙酯通过铜催化的1，3-偶极环加成反应以有效方式制备。通过可逆加成-断裂链转移（RAFT）聚合获得含溴乙酰胺作为侧基的聚合物。研究了链转移剂（CTA），溶剂，温度以及三唑和溴乙胺基之间的连接基团长度对聚合动力学的影响。发现含有丙烯酸酯单体的三唑的特征在于快速聚合和具有受控摩尔质量（20,000 g mol -1）和低分散性（Đ中号<1.5）可以被制备。通过控制溴代乙胺侧基和主链之间的连接基团的长度，这些丙烯酸类聚合物的玻璃化转变温度范围为48°C至20°C。
• BIS-TRIAZOLE COMPOUNDS WITH ANTI-BIOFILM AND ANTI-CORROSION PROPERTIES
  申请人：Université de Toulon

  公开号：EP3390370B1

  公开（公告）日：2021-02-03
• Bis-Triazole Compounds with Anti-Biofilm and Anti-Corrosion Properties
  申请人：Université de Toulon

  公开号：US20180370953A1

  公开（公告）日：2018-12-27

  The present invention deals with novel bis-triazole compounds (I), compositions comprising said compounds, and their uses as a medicament, an antibacterial agent, an anti-biofilm agent, an anti-fouling agent and/or an anti-corrosion agent.
• [EN] BIS-TRIAZOLE COMPOUNDS WITH ANTI-BIOFILM AND ANTI-CORROSION PROPERTIES<br/>[FR] COMPOSÉS DE BIS-TRIAZOLE PRÉSENTANT DES PROPRIÉTÉS ANTI-BIOFILM ET ANTI-CORROSION
  申请人：UNIVERSITÉ DE TOULON

  公开号：WO2017102883A1

  公开（公告）日：2017-06-22

  The present invention deals with novel bis-triazole compounds (I), compositions comprising said compounds, and their uses as a medicament, an antibacterial agent, an anti-biofilm agent, an anti- fouling agent and/or an anti-corrosion agent.